TNSN05172A1 - ARYLALKYLCARBAMATE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION - Google Patents

ARYLALKYLCARBAMATE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

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Publication number
TNSN05172A1
TNSN05172A1 TNP2005000172A TNSN05172A TNSN05172A1 TN SN05172 A1 TNSN05172 A1 TN SN05172A1 TN P2005000172 A TNP2005000172 A TN P2005000172A TN SN05172 A TNSN05172 A TN SN05172A TN SN05172 A1 TNSN05172 A1 TN SN05172A1
Authority
TN
Tunisia
Prior art keywords
cycloalkyl
alkyl
group
alkylene
optionally substituted
Prior art date
Application number
TNP2005000172A
Other languages
French (fr)
Inventor
Ahmed Abouabdellah
Garcia Antonio Almario
Christian Hoornaert
Antoine Ravet
Original Assignee
Sanofi-Aventis
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sanofi-Aventis filed Critical Sanofi-Aventis
Publication of TNSN05172A1 publication Critical patent/TNSN05172A1/en

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    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/12—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
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    • A61K31/27—Esters, e.g. nitroglycerine, selenocyanates of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
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    • C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
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    • C07D333/58—Radicals substituted by nitrogen atoms

Abstract

Composé répondant à la formule générale (I) dans laquelle n représente un nombre entier allant de 1 à 7 ; A est choisi parmi un ou plusieurs groupes X, Y et/ou Z ; X représente un groupe C1-2-alkylène éventuellement substitué par un ou plusieurs groupes C1-12-alkyle, C3-7­cycloalkyle ou C3-7-cycloalkyl-C1-6-alkylène; Y représente un groupe C2-alcènylène éventuellement substitué par un ou plusieurs groupes C1-12 alkyle, C3-7-cycloalkyle ou C3-7-­cycloalkyl-C1-6-alkylène; Z représente un groupe C3-7-­cycloalkyle, de formule, m représente un nombre entier allant de 1 à 5 ; p et q représentent des nombres entiers et sont définis tels que p+q soit un nombre allant de 1 à 5 ; R1 représente un atome d'hydrogène, d'halogène ou un groupe hydroxyle, cyano, nitro, C1-4-alkyle, C1-4-alcoxy,C1-4-thioalkyle, C1-4-fluoroalkyle, C1-4-fluoroalcoxy, C1-4-fluorothioalkyle ; R2 représente un atome d'hydrogène, d'halogène, ou un groupe cyano, nitro, hydroxyle, C1-4-alkyle, C1-4-alcoxy, C1-4­-thioalkyle, C1-4-fluoroalkyle, C1-4-fluoroalcoxy, C1-4-fluoro­thioalkyle, ou un groupe de type aryle ou hétéroaryle éventuellement substitué par un ou plusieurs substituants; R3 représente un groupe de formule générale CHR4CONHR5 dans laquelle R4 représente un atome d'hydrogène ou un groupe Cl- 3-alkyle et R5 représente un atome d'hydrogène ou un groupe C1-3-alkyle, C3-5-cycloalkyle, C3-7-cycloalkyle-C1-6-alkylène; à l'état de base, de sel d'addition à un acide, d'hydrate ou de solvat. Application en thérapeutique.A compound of the general formula (I) wherein n is an integer from 1 to 7; A is selected from one or more X, Y and / or Z groups; X represents a C1-2-alkylene group optionally substituted with one or more C1-12-alkyl, C3-7cycloalkyl or C3-7-cycloalkyl-C1-6-alkylene groups; Y represents a C2-alkenylene group optionally substituted by one or more C1-12 alkyl, C3-7-cycloalkyl or C3-7-cycloalkyl-C1-6-alkylene groups; Z represents a C3-7-cycloalkyl group of formula, m represents an integer ranging from 1 to 5; p and q represent integers and are defined such that p + q is a number ranging from 1 to 5; R1 represents a hydrogen, halogen atom or a hydroxyl, cyano, nitro, C1-4-alkyl, C1-4-alkoxy, C1-4-thioalkyl, C1-4-fluoroalkyl, C1-4-fluoroalkoxy group, C1-4-fluorothioalkyl; R2 represents a hydrogen, halogen atom, or a cyano, nitro, hydroxyl, C1-4-alkyl, C1-4-alkoxy, C1-4-thioalkyl, C1-4-fluoroalkyl, C1-4-fluoroalkoxy group; C1-4-fluorothioalkyl, or an aryl or heteroaryl group optionally substituted with one or more substituents; R3 represents a group of the general formula CHR4CONHR5 in which R4 represents a hydrogen atom or a Cl-3-alkyl group and R5 represents a hydrogen atom or a C1-3-alkyl, C3-5-cycloalkyl, C3- 7-cycloalkyl-C1-6-alkylene; in the form of a base, an acid addition salt, a hydrate or a solvate. Application in therapy.

TNP2005000172A 2003-01-23 2005-06-30 ARYLALKYLCARBAMATE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION TNSN05172A1 (en)

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PCT/FR2004/000139 WO2004067498A2 (en) 2003-01-23 2004-01-22 Aryl alkyl carbamate derivatives production and use thereof in therapy

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